Palladium-Catalyzed Reductive Heck Hydroarylation of Unactivated Alkenes Using Hydrosilane at Room Temperature

The reductive Heck hydroarylation of unactivated alkenes has emerged as an essential reaction for regioselective hydroarylation. Herein, we report a palladium-catalyzed reductive Heck hydroarylation of unactivated alkenes under mild conditions with enhanced functional group tolerance using hydrosila...

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Bibliographic Details
Published in:Journal of organic chemistry Vol. 89; no. 4; pp. 2787 - 2793
Main Authors: Shirai, Takahiro, Migitera, Yusuke, Nakajima, Ryo, Kumamoto, Takuya
Format: Journal Article
Language:English
Published: United States American Chemical Society 16-02-2024
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Summary:The reductive Heck hydroarylation of unactivated alkenes has emerged as an essential reaction for regioselective hydroarylation. Herein, we report a palladium-catalyzed reductive Heck hydroarylation of unactivated alkenes under mild conditions with enhanced functional group tolerance using hydrosilane as the reducing reagent. Under the optimal conditions, the alkylarene yields increased, resulting in minimal undesired products. Mechanistic studies using deuterated reagents indicated the involvement of two competing catalytic cycles.
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This paper was published ASAP on February 1, 2024, with errors in Table 1. The corrected version was reposted on February 6, 2024.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c02488